70735-07-8Relevant academic research and scientific papers
Copper complexes of 1,4-diazabutadiene ligands: Tuning of metal oxidation state and, application in catalytic C-C and C-N bond formation
Mukherjee, Aparajita,Basu, Semanti,Bhattacharya, Samaresh
, (2019/11/11)
Reaction of 1,4-diazabutadiene (p-RC6H4N = C(H)(H)C = NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) with CuCl2·2H2O in methanol at ambient temperature (25 °C) affords a group of doubly chloro-bridged dicopper complexes of type [{CuI(L-R)Cl}2], designated as 1-R. Similar reaction carried out in acetonitrile furnishes a family of doubly chloro-bridged dicopper complexes of type [{CuII(L-R)Cl2}2], designated as 2-R. Molecular structures of 1-OCH3 and 2-OCH3 have been determined by X-ray crystallography. While copper(I) is having a nearly tetrahedral N2Cl2 coordination sphere in 1-OCH3, the N2Cl3 coordination sphere around copper(II) is distorted square pyramidal in nature in 2-OCH3. Isolated 2-R complexes, on dissolution in methanol, are found to undergo facile reduction of the metal center to generate the corresponding 1-R complexes. The 1-R and 2-R complexes show intense absorptions in the visible and ultraviolet regions. Cyclic voltammetry on the 1-R and 2-R complexes shows both metal-centered and ligand centered redox responses. The 1-R complexes are found to efficiently catalyze C-N cross-coupling reactions between arylboronic acids and aryl amines; while the 2-R complexes display notable catalytic efficiency for nitroaldol reactions.
Heteroleptic 1,4-Diazabutadiene Complexes of Ruthenium: Synthesis, Characterization and Utilization in Catalytic Transfer Hydrogenation
Saha, Rumpa,Mukherjee, Aparajita,Bhattacharya, Samaresh
, p. 4539 - 4548 (2020/11/30)
Reaction of [Ru(trpy)Cl3] with 1,4-diazabutadienes (p-RC6H4N=C(H)-(H)C=NC6H4R-p; R = OCH3, CH3, H and Cl; abbreviated as L-R) in refluxing ethanol in the presence of triethylamine has afforded a family of complexes, isolated as perchlorate salts, of type [Ru(trpy)(L-R)Cl]ClO4 [depicted as complexes 1 (R = OCH3), 2 (R = CH3), 3 (R = H) and 4 (R = Cl)]. Crystal structures of complexes 1, 2 and 4 have been determined, and structure of complex 3 has been optimized by DFT method. The 1,4-diazabutadiene ligand in each complex is bound to ruthenium as a N,N-donor forming five-membered chelate. Complexes 1–4 catalyze transfer hydrogenation of aryl aldehydes to the corresponding alcohols with high (ca. 106) TON. They are also found to catalyze transfer hydrogenation of aryl ketones to corresponding secondary alcohols, but with much less efficiency. Catalytic transfer hydrogenation of nitroarenes to the corresponding amines has also been achieved.
A greener method towards the synthesis of 1,3-diarylimidazolium tetrafluoroborates
Ikhile, Monisola I.,Bala, Muhammad D.,Nyamori, Vincent O.
experimental part, p. 101 - 104 (2012/07/03)
A new strategic method for the synthesis of 1,3-diarylimidazolium tetrafluoroborate salts is illustrated herein. A solvent-free approach was employed in the synthesis of thediimines which are precursors in the preparation of the imidazolium salts. The reaction proceeds faster, cleaner and in a better yield than previously reported methods.
Synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2- diylidenebis[amines]) by grinding
He, Jingyu,Xin, Hongxing,Yan, Hong,Song, Xiuqing,Zhong, Rugang
experimental part, p. 159 - 162 (2011/03/16)
A simple and convenient method for the synthesis of 1,4-diazabutadienes (=N,N′-ethane-1,2-diylidenebis[amines]) by grinding glyoxal (=ethanedial) or an α-diketone and anilines (=benzenamines) in the presence of TsOH in a mortar with a pestle is described.
Novel Reaction between 3,4,5,6-Tetrachloro-1,2-benzoquinone and Bis-azomethines
Aly, Ashraf A.,Mohamed, Nasr K.,Hassan, Alaa A.,Mourad, Aboul-Fetouh E.
, p. 2249 - 2252 (2007/10/03)
3,4,5,6-Tetrachloro-1,2-benzoquinone (o-CHL) reacted with N,N1-dicyclohexyl-1,2-ethanediimine 1a to give a transient condensation product, which underwent [4 + 2]cycloaddition reaction with another molecule of 1a. In a different manner, utilizi
Flash Vacuum Thermolysis of Four Membered Rings Containing Nitrogen Atom. Part V. Synthesis of Glyoxal Monoimines by Thermal Decomposition of 4-Formylazetidin-2-ones
Lesniak, S.
, p. 1490 - 1496 (2007/10/03)
The thermal cleavage of some 4-formylazetidin-2-ones has been studied. 4-Aryl-1,4-oxazabuta-1,3-dienes (glyoxal monoimines) were obtained as the main products with small additions of aryl isocyanates.Some mechanistic aspects of these reactions have been discussed. - Keywords: β-lactams, 4-aryl-1,4-oxazabuta-1,3-dienes, glyoxal monoimines, flash vacuum thermolysis
